A coastal town with white buildings, a harbor, and a hill with a castle.

Hotels with Swimming Pools in Astypalaia

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Check availability on Astypalaia Hotels with Swimming Pools

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Astypalaia hotels with a pool

A pool area with a view of the sea, white furniture, and a small table with flowers.
A balcony with a view of the sea and hills.
A coastal view through a window with a view of the sea and rocky terrain.
A bedroom with a bed, a TV, a sofa, and a view of the sea.

1. Tholaria Boutique Hotel

Tholaria Boutique Hotel
Astypalaia
  • Sunshine bathes the Mediterranean aparthotel's stylish pool area, offering a serene retreat with loungers.
S$183
includes taxes & fees
13 Oct - 14 Oct
Tholaria Boutique Hotel
A pool area with a view of the sea and hills, surrounded by lounge chairs and umbrellas.
A rooftop terrace with seating and a view of the sea.
A bedroom with a bed, a bathroom with a blue door, and a view of the sea.
A white building with blue shutters and a stone staircase.

2. Castellano Village

Castellano Village
Astypalaia
S$128
includes taxes & fees
17 Oct - 18 Oct
Castellano Village
A pool with clear blue water, surrounded by lounge chairs and umbrellas, overlooking a rocky coastline.
A hot tub on a balcony with a view of a coastal village.
A living room with a sofa, a coffee table, a vase, and a staircase.
A coastal building with multiple balconies, a rocky shoreline, and a clear view of the sea.

3. Caldera Studios

Caldera Studios
Astypalaia
  • Seaside guesthouse offers pool, sun loungers, and umbrellas mere steps from the beach.
S$52
includes taxes & fees
10 Nov - 11 Nov
Caldera Studios
A modern outdoor pool area with a view of a distant island and sea.
A room with a wooden staircase, a small table, and a door leading to another room.
A bedroom with a wooden ceiling, a bed with a patterned bedspread, a bedside table, a wall-mounted TV, and a small shelf with decorative items.
A terrace with a view of the sunset over the sea, featuring a white railing and a patterned floor.

4. Siesta Villas, Cycladic Elegance With Castle View

Siesta Villas, Cycladic Elegance With Castle View
Astypalaia
  • Castle-view Cycladic residence features outdoor pool, private yard retreats, and garden serenity.
S$218
includes taxes & fees
14 Oct - 15 Oct
Siesta Villas, Cycladic Elegance With Castle View
View all properties

Choose what matters most at hotels with a pool in Astypalaia

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Astypalaia Hotel Reviews

Castellano Village

Castellano Village

10/10 Excellent
"I cannot praise the Castellano enough. Built in a Cycladic style, rooms are fresh, exceptionally clean and have all you need. Each room has a terrace or balcony, with pool views. Located 15 minute drive to Chora, directly under flight path (though with only 1-2 small planes a day, this has no effect, it is quiet and peaceful in its setting with lovely pool area and plenty of parking. Extremely comfortbale beds, with branded toiletries provided and replenished. Kitchenette has fridge, microwave, hob and kettle (nearest mini market is 5 min drive away). Excellent air conditioning, which was not too noisy as some can be. Where the Castellano truly shines and deserves 7 stars is its owners and staff. Right from walking in, Nikos and family were welcoming, friendly and always on hand. They genuinely wanted you to enjoy your stay and offer recommendations and help. Would absolutely recommend to anyone staying in Astypalaia - one of the best stays we've had in Greece."
Matthew 5-night trip
Posted 1 month ago
Castellano Village
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

8/10 Good
"Very nice Hotel the staff was amazing. The Hotel was clean and modern most of the rooms have ocean views. The only area of improvement I would be for the gym to have Wi-Fi and air-conditioning and more weights and equipment."
REGINEL 5-night trip
Posted 1 month ago
Pylaia Boutique Hotel & Spa
Tholaria Boutique Hotel

Tholaria Boutique Hotel

10/10 Excellent
"Beautiful property just a short walk up to the windmills. The host was amazing (so nice) and she knew everything about the island. Breakfast was great, the pool was a luxury and they also operated day trips to Koutsomitis & Kounoupes islands, a must do if you get the chance. We really enjoyed our stay."
Angelo 3-night trip
Posted 3 months ago
Tholaria Boutique Hotel

Frequently asked questions

What are some accommodation options with pools in Astypalaia?
Kallichoron Art Hotel: Provides a full-service spa, an outdoor pool and a snack bar/deli. Chrysalis Boutique Hotel: Features a snack bar/deli, an outdoor pool and free self parking. Pylaia Boutique Hotel & Spa: Offers free self parking, an outdoor pool and complimentary wireless Internet access. Caldera Studios: Features spa services, an outdoor pool and buffet. Aphrodite Studios: Offers complimentary wireless Internet access, a pool and kitchens.
What is there to see and do in Astypalaia?
Make a point to visit attractions such as Astipaleas Beach and Livadi Beach. Discover sights such as Astypalea Windmills, Astypalaia Castle and Central Square during your stay. Take in the natural beauty of Astypalaia with the island views.
When is the best time to book a hotel with a pool in Astypalaia?
You may want to think about a place to stay that offers an outdoor pool if you'll be visiting Astypalaia in the hottest months of August, July or September, when the average temp is 25°C. Accommodation offering an indoor pool may be the way to go if you visit during the coldest months of January, February or March, when the average temperature is 14°C.